Our summer vacation plans were simple and cheap: strap the camping gear onto the 1946 Harley-Davidson and plunge deep into the mountains of Pinar del Río, getting as far from hot, hectic Havana as we could without a visa. We were broke and stressed; our souls needed to sigh a bit among the pines and pure air.

This sounds nuts, I know. Who in their right mind vacations where there is no plumbing and more livestock than people? To boot, our transportation is a 72-year old motorcycle held together by string (literally; more on that later) and we’d be camping in a place where, incidentally, camping isn’t a thing. Add to this the general state of Cuban roads, the crippling August heat, and dearth of gas stations, stores, and food, and you begin to understand why the whole idea had family and friends from near and far expressing concern for our sanity.

But this wasn’t our first rodeo. Last summer we traveled nearly 2000 kilometers between Havana and Granma on that same Harley as research fodder for my new book. Yet this was something altogether different.

This time we were considering taking the dog.

Our decision wasn’t snap or capricious; we’d deliberated and debated – conversations which left me more comfortable with the idea of canine accompaniment but not entirely convinced. And being the youngest of four from a poor household (i.e. too self-centered than my station or accomplishments warrant), I wondered: how does bringing Toby benefit me? Unless I sold the story to The Sun or New Yorker, it seemed like a lot of work for negligible reward…

The evidence base, if you can call it that, was slim and partial for how Toby might comport himself on our odyssey. We’d spent a sublime weekend camping at seaside Canasí where he romped in the woods, lounged by the campfire swollen with tinned meat, and ran, tail between legs, from the surf. And there was no question the little guy loves to ride: every day, paws on the handlebars, ass pressing against José as we bank turns, we commute to Cuba Libro on the Harley. But what we were proposing wasn’t just a weekend within striking distance of the capital or a five-minute jaunt between home and work. This longer, more remote trip promised to be more intense. Way more intense.

The idea was a week-long back country camping trip covering over 600 kilometers through the mountains of Pinar del Río, towing a trailer with our gear and Toby in his cage. Never mind that Toby, a dog rescued from Havana’s mean streets, had never before been in a cage.

For those not familiar with Cuba, let me explain why this plan sparked a second round of concerned emails, which now expressed fears for our sanity and Toby’s safety. First of all, there are no Harley-Davidson dealerships or parts sellers in Cuba. Should we break down in the middle of nowhere – if a cable or gear shaft or belt should go – we were on our own. Luckily, my pilot José is a crackerjack machinist, electrician, and inventor (it doesn’t hurt that he’s also easy on the eyes!) Plus, the Harley is made from real steel that can take a beating. Second, in Havana, you can’t just pop into a Petco for a doggie cage or AutoZone for a trailer. All this had to be built from scratch and scrap – on a limited budget. These weren’t hurdles we could throw money at. Complicating matters is the fact that there is nowhere to officially camp on the island – we’d have to be tremendously resourceful and somewhat careful to find practical, pleasant places to camp (last year we pitched camp too close to the naval base in Guantánamo). And one more detail troubled me: dog food isn’t sold in Cuba. We were used to cooking for him daily at home, but on the road? It’s not like we had a camp stove or anything.

The one-wheel trailer, hitch and cage were designed and built by José using salvaged wood and wire, supplemented by re-purposed refrigerator racks and dorm room crates dating back decades to my NYU days. The cage door was held in place with a bungie cord – release the cord and the door swung open. The cage (or “chariot” as my friend Chris prefers to call it), sat atop a suitcase containing our camping, cooking and snorkeling gear, plus our clothing, food and my reading/writing materials. The suitcase nestled perfectly in the trailer’s bed and elevated Toby and chariot above the exhaust pipe. Even with all this killer design and forethought, I wasn’t at all sure how Toby would handle it. José told me not to worry. Like that ever works.

Once everything was strapped down and secured, we placed Tobito gently in his cage. He was more enthusiastic hitched to the Harley than when we tested it in the living room. So enthusiastic, in fact, he started barking as soon as we hooked the bungie cord into place and didn’t stop until we unhooked the door (every couple of hours once we were on the road). It was 600 kilometers of non-stop, on-the-road barking – maddening for us, but he was a happy camper. He wagged his tail wildly, caught the wind of the open road upon his face, and sniffed eagerly at the goats, cows, and pines as we passed. He often had an erection. By the time we got home, he was hoarse from so much barking and we were aurally traumatized. But he was a trooper and a champ, never messing his cage, protecting our camp at night and hopping gleefully in and out of his chariot by trip’s end.

We’d pre-cooked five days of meals for Toby, freezing it and storing it in a little Styrofoam cube. It kept well for four days and the last meal we fed to an emaciated country dog who devoured the almost-turned liver and rice. Once the precooked meals ran out, we fed him hot dogs and canned meat balls cooked over the campfire.

When we caught bad weather (repeatedly), we would quickly pull over and bivouac under sheets of plastic. Together with trailer, Harley, chariot, and gear, Toby, José and I would huddle under a plastic teepee and prepare our little cafetera to enjoy some sweet, hot, dark espresso as we waited for the skies to clear. We had no camp stove, but lo and behold! At our first rest stop, José whipped out a ‘revelberro’ – a one-burner wonder made of two steel pieces: the base which gets filled with luz brillante and the burner, which is placed on top. In Cuba, you learn something new every day and though I’ve camped the length and the breadth of the island – from Granma to Guanahacabibes, above and below waterfalls, on the beach and in the bush – I had never seen one of these nifty units before. It’s not only great for camping, but also blackouts, hurricanes or when you forget to pay your gas bill. Note to self: see if José’s sister will sell me her revelberro. Toby didn’t partake of the rich and delicious café Cubano, but we granted him tent access during thunderstorms and rain. Hot dogs and meatballs, tent privileges and unparalleled adventure: this is one lucky doggie.

We crawled out of the tent after one of these summer storms broke and found a horse grazing under a double rainbow. On the far west coast, when the clouds shipped out after a nighttime tempest over Guanahacabibes National Park, we wished on shooting stars. We shared crack-of-dawn coffee facing the caves from where Che commanded troops during the Bay of Pigs with the site’s historians one day and sipped the best espresso (served in little coconut shell cups) with a campesino family in their dirt floor home the next.

No cell phone service, no showers or tour buses or air conditioning: camping in Cuba is not for the fastidious or faint of heart. The lazy or timid also need not apply. But if you’re looking for a unique adventure – natural, cultural, logistical – consider this alternative. Even if you don’t have a car or bicycle (or Harley!), a similar trip to ours is possible. Parts of it you won’t want to replicate, like when one of the seat springs (about the size of a small peach), busted in two on a remote road cleaving between mountains. Suddenly I was leaning dramatically to starboard. José cut the motor and set to bending and re-threading the spring to make it shorter, but strong, reinforcing it with several lengths of twine.

If you’re game for this type of trip, it helps if you speak Spanish and can build a decent cooking fire, but with gumption, a phrase book, and healthy stash of protein nuggets and nuts, you can camp here way off the grid and without leaving a trace. If you’ve dreamt of this kind of vacation, you may find these tips helpful, honed over 15 years of camping on the island:

For reasons related to Cuba’s wonky supply chain and environmental stewardship, do not depend on bottled water. Pack a filter or purification tablets to ward off thirst and protect your gut flora. Cuban pharmacies and almost every home also stock hipoclorito de sodio; add two drops to every liter for potable water.

Food can be an issue in Cuba (now there’s an understatement!). Even if you’re on the fanciest organized tour, you will probably go hungry at some point in your trip. Bringing packaged soups, pastas, and dehydrated meals from home, supplemented by vacuum packed tuna, Spam, and the like, is a great strategy. Also, high-protein, lightweight anything (beef jerky, Clif bars, trail mix) will be a life saver at some point. You can round this out with peanuts and other on-the-ground snacks; our little sack of chicharrones kept all three of us happy during our recent odyssey. Fruits and veggies can be procured en route, but availability and variety depend largely on the season. Fresh pork is sold everywhere – looked for ‘ahumado’, smoked cuts, which keep beautifully. Eggs are also widely available; keeping them from cracking is the tricky bit, but an experienced camper/packer will figure it out. Hard boiling them for a roadside picnic is another option. Canned goods are sold in tiendas; those at gas stations, like the one where we stocked up in Sandino, can be gold mines.

Mountain regions and (some) beach areas are the best bets for finding practical, beautiful places to camp. For mountains and valleys, I suggest: the Escambray, Sierra de los Órganos (Pinar del Río), Valle de Yumurí (Matanzas), Sierra de Cristal (Holguín) and the region around Baracoa (excluding Parque Nacional Alejandro de Humboldt, which is off-limits to casual campers). For beach camping, good opportunities abound in Guanahacabibes and the adjacent coast of Pinar del Río, Playa Larga (Matanzas), the beaches between Cienfuegos and Trinidad, the Las Tunas coast and beaches around Yumurí (access from Baracoa). Canasí is ever popular and there will likely be Cubans camping there when you turn up.

If you can’t find an appropriate camping spot, try one of the scores of ‘campismos’ around the country. Technically these are not for tent camping and only a handful rent the concrete cabins to foreigners, but with a bit of conversation and cash, you’ll likely be able to convince administrators to let you pitch your tent. These are always located in beautiful settings, from mountain to sea, along rivers and tucked into valleys.

Cuba is, overall, quite safe. Locals tend to be more curious and protective of campers than any sort of threat and they’ll surely want to chat you up, which is part and parcel of the charm of this sort of trip. Offering a slug of coffee or swill of rum to people happening upon your camp will result in lively conversation, unsolicited advice and maybe even new friendships!

Pack biodegradable toilet paper. Be sure to pee and poop off the beaten trail and bury the latter, please!

Guanahacabibes campsite in full swing

Guanahacabibes campsite, 12 hours later upon leaving

Burn all paper garbage, bury the biodegradable, and pack out the rest. At several points during our most recent trip we cruised the mountain roads with a plastic bag filled with tin cans tied to the motorcycle seat. While this elicited strange looks from passersby and the cans rattled annoyingly, disposing of them properly in the first available garbage provided great satisfaction.

The May-October rainy season is hot, sticky, buggy and wet. Usually these are afternoon thundershowers, but we’ve been rudely awakened at 3am by water dropping on us through the mesh tent roof. If you break camp early and move on to your next destination, setting up before the thunderclouds roll in, you can beat the worst of it – most of the time. Ponchos are an important tool at this time of year. Not only will they keep you dry, you can use them to cover campfire wood so you’re not eating raw and cold once the clouds move out.

I wasn’t sure about taking Toby at the outset and even mid-trip, when José declared he’d go camping with Toby again in a heartbeat, I wavered. But once I saw Toby leaping into his chariot with a mini-erection somewhere around Valle de San Juan, barking like mad, I was already planning our next adventure to Pan de Guajaibón.

While we made our way down the road, Cubans did NOT know what to make of us. Many were actually stunned into silence (a first?!) and could not believe their eyes. It is a wacky contraption after all, but TOTALLY functional. Note water jug “saddle bags” (made out of gallon paint cans in which nesteld 5 liter jugs of water, one on each side). Maybe some cuba camping in your future?! 😉

Your stories scare and thrill me! Having biked the western trail with McQueen bike tours I can picture the mountains and breathtaking countryside! Love ❤️ following your musings and delightful pics! Keep on travellin’. Melva from PEI

Hola Melva!! I get scared once in a while on these trips, too. This time it was mostly caused by Toby – like when he took off at TOP SPEED behind the Harley and Jose had no idea he was there. I lost sight of the dog, Jose was speeding along in search of water and quickly left Toby in the dust. It was a bit edgy there for a moment!! MacQueens (AKA WoWCuba) is the best! I recd them as THE go-to bike tour outfit in my new book. https://t.co/NzWbRaBhLm

Really enjoyed this post ,, What an adorable little character Toby is & lucky to have landed with You guys ,, fabulous to see him having so much fun riding in his bespoke chariot on his first ever camping holiday ,, made me smile , made me laugh ,, hope to meet him (& You) one day ,, meanwhile please keep it coming Conner ,, love your blog !

Hi Sally!! He sure is a lucky dog! And this just in: a few months ago, Kira, Miguel and Esther’s dog (Ive been writing about their plight Inside a Cuban Prison and will post an update soon) went into heat and we brought Toby for 2 supervised conjugal visits and now….he’s a daddy!!!! Five beautiful pups, 4 of which are carbon copies (remember those?!) of Tobito and one which is completely black. They are healthy, hearty, fat and so totally cute. 2 are already claimed (once they reach 45 days, they’ll be adopted out) but we have 3 for the taking for good, loving homes. We may, MAY, keep one they’re that adorable. I m posting a photo on the Cuba Libro facebook page now. Cheers from Havana!

I just found your book and your blog. My jaw dropped when I saw your name on the book! I was so excited to have found a book about Cuba published so recently. My husband and I are coming Cuba for 5 days in November for the first time. The week of Thanksgiving. I’d love to see you if you’ll be there.

Hola Lynn!!! I do remember you! how are you? Fantastic that you’re coming to Cuba. Im in LA doing an event for my other new book, TWATC, the weekend of Nov 17, but we’ll be open the actual week of thanksgiving. See you then and happy travels!